GB1461702A - Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiper idine - Google Patents
Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiper idineInfo
- Publication number
- GB1461702A GB1461702A GB2760374A GB2760374A GB1461702A GB 1461702 A GB1461702 A GB 1461702A GB 2760374 A GB2760374 A GB 2760374A GB 2760374 A GB2760374 A GB 2760374A GB 1461702 A GB1461702 A GB 1461702A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetonine
- acid
- triacetoneamine
- proton
- tetramethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- JWUXJYZVKZKLTJ-UHFFFAOYSA-N Triacetonamine Chemical compound CC1(C)CC(=O)CC(C)(C)N1 JWUXJYZVKZKLTJ-UHFFFAOYSA-N 0.000 abstract 8
- PIFBMJMXJMZZRG-UHFFFAOYSA-N 2,2,4,6,6-pentamethyl-1,5-dihydropyrimidine Chemical compound CC1=NC(C)(C)NC(C)(C)C1 PIFBMJMXJMZZRG-UHFFFAOYSA-N 0.000 abstract 5
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Natural products CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 abstract 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- OZXIZRZFGJZWBF-UHFFFAOYSA-N 1,3,5-trimethyl-2-(2,4,6-trimethylphenoxy)benzene Chemical compound CC1=CC(C)=CC(C)=C1OC1=C(C)C=C(C)C=C1C OZXIZRZFGJZWBF-UHFFFAOYSA-N 0.000 abstract 1
- FTVFPPFZRRKJIH-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1 FTVFPPFZRRKJIH-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- -1 ZnCl 2 Chemical class 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- CQTRUFMMCCOKTA-UHFFFAOYSA-N diacetoneamine hydrogen oxalate Natural products CC(=O)CC(C)(C)N CQTRUFMMCCOKTA-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 125000001477 organic nitrogen group Chemical group 0.000 abstract 1
- MTZWHHIREPJPTG-UHFFFAOYSA-N phorone Chemical compound CC(C)=CC(=O)C=C(C)C MTZWHHIREPJPTG-UHFFFAOYSA-N 0.000 abstract 1
- 229930193351 phorone Natural products 0.000 abstract 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH924073A CH574411A5 (en) | 1973-06-25 | 1973-06-25 | 2,2,6,6-Tetramethyl-4-oxo-piperidine prepn. - by acid catalyst treatment of 2,2,4,4,6-pentamethyl 2,3,4,5-tetrahydro-pyrimidine |
| CH543874 | 1974-04-19 | ||
| CH701774A CH582146A5 (en) | 1974-05-22 | 1974-05-22 | 2,2,6,6-Tetramethyl-4-oxo-piperidine prepn. - by acid catalyst treatment of 2,2,4,4,6-pentamethyl 2,3,4,5-tetrahydro-pyrimidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1461702A true GB1461702A (en) | 1977-01-19 |
Family
ID=27175209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2760374A Expired GB1461702A (en) | 1973-06-25 | 1974-06-21 | Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiper idine |
Country Status (22)
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5291080A (en) * | 1976-01-28 | 1977-08-01 | Nikka Kk | Surface treatment method of molded rubber article |
| US4252958A (en) * | 1977-12-21 | 1981-02-24 | Argus Chemical Corporation | Process for preparing 2,2,6,6-Tetramethyl-4-oxopiperidine |
| US4275211A (en) * | 1978-11-17 | 1981-06-23 | Ciba-Geigy Corporation | Process for preparing 2,2,6,6-tetraalkyl-4-oxopiperidines |
| DE2916471A1 (de) * | 1979-04-24 | 1980-11-06 | Hoechst Ag | Verfahren zur herstellung von 2,2, 6,6-tetramethylpiperidon-4 |
| FR2510569B1 (fr) * | 1981-07-30 | 1987-02-06 | Cubana Export Import | Compose cytostatique et procede de preparation |
| JPS60172963A (ja) * | 1984-02-16 | 1985-09-06 | Adeka Argus Chem Co Ltd | ２，２，６，６−テトラメチル−４−オキソピペリジンの製造方法 |
| JPS60172962A (ja) * | 1984-02-16 | 1985-09-06 | Adeka Argus Chem Co Ltd | ２，２，６，６−テトラメチル−４−オキソピペリジンの製造法 |
| JPH0739389B2 (ja) * | 1986-03-03 | 1995-05-01 | 吉富製薬株式会社 | ２，２，６，６−テトラメチル−４−オキソピペリジンの製造方法 |
| US4734502A (en) * | 1986-12-22 | 1988-03-29 | Ici Americas Inc. | Process for the preparation of 2,2,6,6-tetramethyl-4-oxopiperidine |
| DE102012215903A1 (de) | 2012-09-07 | 2014-03-13 | Evonik Industries Ag | Verfahren zur Behandlung eines Abwasserstroms, der bei der Aufarbeitung eines Triacetonamin-haltigen Reaktionsgemisches entsteht |
| DE102012215900A1 (de) | 2012-09-07 | 2014-05-15 | Evonik Industries Ag | Verfahren zur Herstellung und Aufarbeitung eines Triacetonamin-haltigen Reaktionsgemisches |
| EP3663284B1 (de) * | 2018-12-07 | 2021-02-03 | Evonik Operations GmbH | Verbessertes verfahren zur herstellung von triacetonamin |
| EP3750876A1 (de) | 2019-06-13 | 2020-12-16 | Evonik Operations GmbH | Verfahren zur herstellung von triacetonamin, 2,2,4,6-tetramethylpiperidin und/oder den salzen des 2,2,4,6-tetramethylpiperidins |
| US11731940B2 (en) | 2020-05-07 | 2023-08-22 | Evonik Operations Gmbh | Process for preparing triacetonamine |
| EP4279484A1 (de) | 2022-05-17 | 2023-11-22 | Sabo GmbH | Verbessertes verfahren zur herstellung von triacetonamin |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3513170A (en) * | 1966-07-23 | 1970-05-19 | Sankyo Co | Preparation of 2,2,6,6-tetramethyl-4-oxopiperidine |
| FR1535012A (fr) * | 1966-07-23 | 1968-08-02 | Sankyo Co | Procédé de fabrication de 4-oxopipéridines et nouveaux composés obtenus |
-
1974
- 1974-01-01 AR AR254313A patent/AR204926A1/es active
- 1974-06-20 FI FI1904/74A patent/FI190474A7/fi unknown
- 1974-06-20 NO NO742256A patent/NO742256L/no unknown
- 1974-06-20 DK DK330774A patent/DK330774A/da unknown
- 1974-06-21 IL IL45096A patent/IL45096A/en unknown
- 1974-06-21 US US05/481,921 patent/US3953459A/en not_active Expired - Lifetime
- 1974-06-21 HU HU74CI1482A patent/HU176760B/hu unknown
- 1974-06-21 BG BG027039A patent/BG27079A3/xx unknown
- 1974-06-21 DE DE2429936A patent/DE2429936C2/de not_active Expired
- 1974-06-21 LU LU70386*A patent/LU70386A1/xx unknown
- 1974-06-21 JP JP49071214A patent/JPS596852B2/ja not_active Expired
- 1974-06-21 ES ES427507A patent/ES427507A1/es not_active Expired
- 1974-06-21 CA CA203,060A patent/CA1027951A/en not_active Expired
- 1974-06-21 AT AT517674A patent/AT336613B/de not_active IP Right Cessation
- 1974-06-21 IE IE1301/74A patent/IE39522B1/xx unknown
- 1974-06-21 GB GB2760374A patent/GB1461702A/en not_active Expired
- 1974-06-21 RO RO7479253A patent/RO67194A/ro unknown
- 1974-06-21 BR BR5079/74A patent/BR7405079D0/pt unknown
- 1974-06-21 DD DD179361A patent/DD112758A5/xx unknown
- 1974-06-21 FR FR7421683A patent/FR2234290B1/fr not_active Expired
- 1974-06-21 NL NL7408406A patent/NL7408406A/xx not_active Application Discontinuation
- 1974-06-24 EG EG240/74A patent/EG11239A/xx active
Also Published As
| Publication number | Publication date |
|---|---|
| AT336613B (de) | 1977-05-10 |
| RO67194A (fr) | 1979-06-15 |
| FI190474A7 (enrdf_load_stackoverflow) | 1974-12-26 |
| BR7405079D0 (pt) | 1975-01-21 |
| JPS5036472A (enrdf_load_stackoverflow) | 1975-04-05 |
| IE39522B1 (en) | 1978-10-25 |
| NO742256L (enrdf_load_stackoverflow) | 1975-01-20 |
| US3953459A (en) | 1976-04-27 |
| DE2429936C2 (de) | 1987-03-12 |
| ES427507A1 (es) | 1976-07-16 |
| FR2234290A1 (enrdf_load_stackoverflow) | 1975-01-17 |
| BG27079A3 (bg) | 1979-08-15 |
| AU7043174A (en) | 1976-01-08 |
| DE2429936A1 (de) | 1975-01-16 |
| NL7408406A (enrdf_load_stackoverflow) | 1974-12-30 |
| IL45096A (en) | 1977-10-31 |
| DD112758A5 (enrdf_load_stackoverflow) | 1975-05-05 |
| AR204926A1 (es) | 1976-03-19 |
| IE39522L (en) | 1974-12-25 |
| ATA517674A (de) | 1976-09-15 |
| DK330774A (enrdf_load_stackoverflow) | 1975-02-17 |
| LU70386A1 (enrdf_load_stackoverflow) | 1976-04-13 |
| IL45096A0 (en) | 1974-09-10 |
| CA1027951A (en) | 1978-03-14 |
| EG11239A (en) | 1977-01-31 |
| FR2234290B1 (enrdf_load_stackoverflow) | 1978-01-13 |
| JPS596852B2 (ja) | 1984-02-15 |
| HU176760B (en) | 1981-05-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |